I Biked Every Single One of Oakland’s 12,942 Streets

I Biked Every Single One of Oakland’s 12,942 Streets

Prior to mid-March I had spent the six years I lived in Oakland either playing competitive team sports, going to the gym, or doing some other group outdoor athletic activity. With the shelter-in-place order, everything I knew was taken away.

I responded by doing the only thing I could: ride my bike. I had been a daily biker in Oakland since I moved here, but I rarely left my comfort zone: most of my social life was located between North Oakland, West Oakland, Downtown, and Lake Merrit.

One day in early April, I started criss-crossing the streets of the Lower Bottoms where I lived, intently observing each house, car, and yard sign. Suddenly, I got an idea: what if I did this for every neighborhood? It would allow me to not only take a closer look at places I zipped by every day, but explore new neighborhoods I had never been to.

One day turned into a week, and before I knew it, I had a routine down. I would start every day after work, choosing a different neighborhood and meticulously biking up and down every street. Along the way, I tried my best to spread joy to Oaklanders. I waved at every single person I saw, complimented people on their yards, houses, and cars, and I was rewarded with many stimulating conversations with all types of Oakland residents.

To track my progress, I used a modified version of Gene Anderson’s Oakland Neighborhoods Map, marking each neighborhood off by removing its custom color as I completed it. For on-street progress tracking, I used an app called OysterX, which turned every foot of every street I biked from dark to light.

After braving several flat tires, broken spokes, and wildfires, I finished the 12,942nd and final street, Golf Links Road in the East Oakland Hills, yesterday, October 4. The total streets I biked represented roughly 1,122 miles.


I took a bunch of photos. Here’s an Imgur album with my favorites:

Photo Album

Neighborhood Superlatives

Depending on who you ask, Oakland has has somewhere between 140 and 160 individual neighborhoods. I made some very, very subjective superlatives:

Coolest front yards/gardens – Redwood Heights

Redwood Heights residents take their yards seriously. Plants, gardens, and beautifully-arranged succulents made this neighborhood a pleasure to bike around in.

Most diverse – Patten

Some Oakland neighborhoods are fairly segregated, but Patten and some of the other neighborhoods between Fruitvale and the Dimond have a beautiful mix of people living side-by-side.

Worst roads – Oak Tree

Potholes and bad road quality have been a hot-button political issue in Oakland the past few years, and every neighborhoods thinks theirs are the worst. I’m pretty sure residents of Oak Tree, which is nestled between Fruitvale and San Antonio, have the most right to complain.

Cuttiest – Fruitvale

Feels least like Oakland – Millsmont

Millsmont, with its single-level 1970s homes, hilly terrain, and ample tree cover, feels more like a Western Pennsylvania suburb than anything in Oakland.

Dirtiest – South Kennedy Tract

Surprisingly pleasant – Lockwood Gardens

A quaint neighborhood of single-family homes in the middle of East Oakland.

Most unique – Leona Heights

Leona Heights is tucked in right below a giant park that used to be home to a sulfur mine. A bunch of narrow streets hidden by huge trees and a sparse population give residents a ton of privacy.

Worst expensive neighborhood – Caballo Hills

If you like McMansions, you’ll love Caballo Hills! Also, apparently people actually have gates with the first letter of their last name on them — it’s not just a villain trope from a superhero movie.

This is in Oakland? award – Panoramic Hill

Tucked behind the Cal football stadium, Panoramic Hill has all the markings of a Berkeley neighborhood, but most of it actually lies within Oakland city limits!

Assorted Thoughts

  • Number of democratic candidate signs spotted: thousands. Number of libertarian signs spotted: ~5. Number of Trump signs spotted: 0.
  • The Morcom Rose Garden is a seriously underrated spot.
  • I never once felt unsafe, even in Deep East Oakland.
  • I have lived in several countries and visited several dozen more: the view from the Oakland Hills is unparalleled by anywhere I have been in the world.
  • Oakland is way steeper than us people who live in the flats think.
  • The hills are far more diverse than commonly conceived.
  • There are a ton of different neighborhood names, but people don’t really use them. Oakland can roughly be broken down into North Oakland, West Oakland, Downtown, Lake Merritt, East Oakland, and the Oakland Hills.
  • Everywhere east of the lake, socioeconomic status almost linearly correlates with neighborhood elevation. 


Thank you to Sean Justice from the City of Oakland for pulling street statistics for this article, to the editors of the Oakland Wiki for neighborhood information, and to every Oaklander I met along the way.



  1. Cribber

    Fantastic. This could make for a great, friendly little book. You voice is always positive and informative.

  2. Sourabh

    Wow Liam, this is amazing!!

    I’ve been biking more seriously since lockdown and I’ve covered the same neighborhoods in mountain view that I was always biking on so this article was like a facepalm moment for me haha, do you record rides on strava too ? also what sort of competitive sports were you playing before ?

    my favorite part of random rides in our neighborhood is to compare houses lol

    • liamrosen

      I don’t use Strava. OysterX seemed to be a simple app that has all the features I want!

      In the before times, I was playing ultimate. Feels like a lifetime ago.

  3. gabe

    Hey you turned me on to Oyster X but now it’s unsupported. Have you found an alternative? My new phone is not as shiny without it.

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